Name: Seaport Hotel Boston
Price range: CA $268
Rating: 9.6

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Your Winthrop Vacation

There's no better way to escape than with one of our vacation packages to Winthrop. The rich history and coastal scenery are a couple of the countless reasons to visit this captivating city. Fill your free time with tours of Boston Common, Faneuil Hall Marketplace and Copley Place, some of the top attractions you simply have to see during your trip to Winthrop. Check out Expedia's extensive range of travel options and start planning your ideal vacation to Winthrop now.

Top Winthrop Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Good Hotels Boston

South End

CA $986

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

8/10 Very good! (55 reviews)

This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

North End

CA $1,471

per person

Aug 21 - Aug 24

found 2 days ago

Roundtrip flight included

Montreal (YMQ) to Boston (BOS)

9.8/10 Exceptional! (1,009 reviews)

We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

By the Sea Guests Bed & Breakfast & Suites

CA $1,294

per person

Aug 21 - Aug 25

found 2 days ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

9.2/10 Wonderful! (189 reviews)

Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.

Reviewed on Jun 25, 2026

Meco Hotel - Hostel

West End

CA $1,451

per person

Aug 10 - Aug 14

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Boston (BOS)

8.6/10 Excellent! (467 reviews)

I love the design of the hotel! The pods are really spacious and provide a lot of privacy. This is my second stay here and will always return when I’m back in Boston!

Reviewed on Jun 21, 2026

Ashworth by the Sea

Hampton Beach

CA $1,775

per person

Jul 26 - Aug 2

found 2 days ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

8.2/10 Very good! (1,345 reviews)

Access and location to beach was great and staff was helpful. Elevator did not work, fridge in room would not get cold, water never turned hot and had to ask for refill for shampoo and conditioner.

Reviewed on Jun 25, 2026

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Winthrop Hotel Deals

The Revolution Hotel

40 Berkeley Street Boston MA

Fully refundableReserve now, pay when you stay

CA $203

CA $237 total

Jul 1 - Jul 2

includes taxes & fees

9/10 Wonderful! (2,699 reviews)

"Interesting , unique hotel in a nice neighborhood"

Reviewed on Jun 26, 2026

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

Fully refundableReserve now, pay when you stay

CA $226

CA $304 total

Jul 2 - Jul 3

includes taxes & fees

9/10 Wonderful! (2,388 reviews)

"Staff was amazing! View from our balcony was amazing!!"

Reviewed on Jun 25, 2026

Seaport Hotel Boston

1 Seaport Lane Boston MA

Fully refundableReserve now, pay when you stay

CA $268

CA $361 total

Jul 5 - Jul 6

includes taxes & fees

9.6/10 Exceptional! (4,473 reviews)

"Conveniently located, excellent service"

Reviewed on Jun 26, 2026

See all 4,228 properties in Winthrop

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.